I've been trying to finish that quest in frost holm to speak to someone but I can't seem to win! I've tried to ask a buddy but they are always busy. What should I do? Try it again?

Dolan Griffontalon Grandmaster Diviner (level 50)

Yes, try again. Prepare for the duel now that you've been there at least once. You can always hire henchmen if you have crowns. I've soloed so much of this game simply because no friends are ever around when I play.